Tetrahedron letters

Sonochemical synthesis of norbornane derivatives using allene cyclopentadiene Diels-Alder cycloaddition

…, NA Dhas, M Cherkinski, A Gedanken, S Braverman

Index: Raj, C. Paul; Dhas, N. Arul; Cherkinski; Gedanken; Braverman Tetrahedron Letters, 1998 , vol. 39, # 30 p. 5413 - 5416

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Citation Number: 22

Abstract

The dienophilic reactivity of allenic trichloromethyl sulfoxides under ultrasound irradiation has been investigated. A considerable rate enhancement has been observed for cycloaddition of the unsubstituted and γ-monosubstituted allenyl trichloromethyl sulfoxides to cyclopentadiene. With the corresponding γ, γ-disubstituted allenic sulfoxides, a competing 1, 2-to 1, 3-diene isomerization is observed.